smiles
stringlengths
13
37
canonsmiles
stringlengths
12
39
isSmilesEqual
bool
2 classes
generic_scaffold
stringlengths
12
31
scaffold
stringlengths
0
37
rdkit_WT
float64
146
259
rdkit_MR
float64
29.7
65.2
rdkit_LogP
float64
-3.99
5.42
rdkit_HA
float64
0
7
rdkit_HD
float64
0
5
rdkit_NumAtoms
float64
10
35
rdkit_TPSA
float64
0
158
OCCCC1=C(Cl)C=NN1
OCCCc1[nH]ncc1Cl
false
CCCCC1CCCC1C
c1cn[nH]c1
160.604
39.0045
0.988
2
2
19
48.91
NCCC1CN(O)S1(=O)=O
NCCC1CN(O)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)CCN1
166.202
34.8717
-1.2616
4
2
20
83.63
CC1=CC(=CS1)C1CC1O
Cc1cc(C2CC2O)cs1
false
CC1CCC(C2CC2C)C1
c1cc(C2CC2)cs1
154.234
42.4208
1.90472
2
1
20
20.23
CC1=C2CNC2=C(CO)S1
Cc1sc(CO)c2c1CN2
false
CCC1CC(C)C2CCC12
c1scc2c1CN2
155.222
42.3055
1.47432
3
2
19
32.26
CN(C)C1=C(C)SC(=O)O1
Cc1sc(=O)oc1N(C)C
false
CC1CC(C)C(C(C)C)C1
O=c1occs1
159.21
41.919
1.07572
4
0
19
33.45
CC1(O)CCS(=O)(=O)CC1
CC1(O)CCS(=O)(=O)CC1
true
CC1(C)CCC(C)(C)CC1
O=S1(=O)CCCCC1
164.226
38.5116
-0.054
3
1
22
54.37
CC1CC1C1=C(C)SN=N1
Cc1snnc1C1CC1C
false
CC1CCCC1C1CC1C
c1snnc1C1CC1
154.238
41.168
1.96992
3
0
20
25.78
CC(C)(CS(N)(=O)=O)C#C
C#CC(C)(C)CS(N)(=O)=O
false
CCC(C)(C)CC(C)(C)C
161.226
40.5882
-0.0657
2
1
21
60.16
CC(N=C1NN=CS1)C#N
CC(C#N)N=c1[nH]ncs1
false
CCC(C)CC1CCCC1
N=c1[nH]ncs1
154.198
37.1027
0.28398
4
1
16
64.83
NC(=N)CCCS(N)(=O)=O
N=C(N)CCCS(N)(=O)=O
false
CC(C)CCCC(C)(C)C
165.218
39.1223
-1.00893
3
3
21
110.03
ON=CC(=C)C1=CSN=N1
C=C(C=NO)c1csnn1
false
CCCC(C)C1CCCC1
c1csnn1
155.182
39.2215
1.0113
5
1
15
58.37
OCC1=CC(O)=CC=C1Cl
OCc1cc(O)ccc1Cl
false
CCC1CC(C)CCC1C
c1ccccc1
158.584
39.0396
1.5379
2
2
17
40.46
C=CCS(=O)(=O)C(=O)C#N
C=CCS(=O)(=O)C(=O)C#N
true
CCCC(C)(C)C(C)CC
159.166
34.6038
-0.36262
4
0
15
75
C=CC=C1NC(=S)NC1=N
C=CC=C1NC(=S)NC1=N
true
CCCC1CC(C)CC1C
C=C1NC(=S)NC1=N
153.21
44.8761
0.51127
2
3
17
47.91
CC1CN2CC2S(=O)(=O)N1
CC1CN2CC2S(=O)(=O)N1
true
CC1CC2CC2C(C)(C)C1
O=S1(=O)NCCN2CC21
162.214
36.8785
-1.0504
3
1
20
49.18
COC1=C(SN=N1)C=CC
CC=Cc1snnc1OC
false
CCCC1CCCC1CC
c1csnn1
156.21
41.169
1.5798
4
0
18
35.01
CCC1=CC(NC)=C(N)S1
CCc1cc(NC)c(N)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
156.254
47.6561
1.9344
3
2
22
38.05
NC1=C(SC(C=C)=C1)C=C
C=Cc1cc(N)c(C=C)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
151.234
48.9134
2.6163
2
1
19
26.02
C=C1C2OS(=O)(=O)C1C=C2
C=C1C2C=CC1S(=O)(=O)O2
false
CC1C2CCC1C(C)(C)C2
C=C1C2C=CC1S(=O)(=O)O2
158.178
35.8608
0.2096
3
0
16
43.37
CN1C=CC=NOS1(=O)=O
CN1C=CC=NOS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)NC=CC=NO1
162.17
35.3998
-0.3073
4
0
16
58.97
NCC1CC1CS(O)(=O)=O
NCC1CC1CS(=O)(=O)O
false
CCC1CC1CC(C)(C)C
C1CC1
165.214
37.067
-0.531
3
2
21
80.39
CC1CCNS(=O)(=O)N1O
CC1CCNS(=O)(=O)N1O
true
CC1CCCC(C)(C)C1C
O=S1(=O)NCCCN1
166.202
34.627
-0.6958
3
2
20
69.64
OCC1=NC2=C(OCC2)S1
OCc1nc2c(s1)OCC2
false
CCC1CC2CCCC2C1
c1nc2c(s1)OCC2
157.194
37.2358
0.5703
4
1
17
42.35
CS(=O)(=O)C1CCCCC1
CS(=O)(=O)C1CCCCC1
true
CC(C)(C)C1CCCCC1
C1CCCCC1
162.254
41.7168
1.3637
2
0
24
34.14
CC(C)(C=O)S(=O)(=O)CO
CC(C)(C=O)S(=O)(=O)CO
true
CCC(C)(C)C(C)(C)CC
166.198
36.1486
-0.6715
4
1
20
71.44
CC1=C(N)C2=C(S1)N=CS2
Cc1sc2ncsc2c1N
false
CC1CC2CCCC2C1C
c1nc2sccc2s1
170.262
46.6464
2.24842
4
1
16
38.91
N=C1SC(=O)NN1CC#C
C#CCn1[nH]c(=O)sc1=N
false
CCCC1CC(C)CC1C
N=c1[nH][nH]c(=O)s1
155.182
37.6174
-0.64943
4
2
15
61.64
CC1CC(C=C)S(=O)(=O)O1
C=CC1CC(C)OS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=S1(=O)CCCO1
162.21
38.0688
0.6796
3
0
20
43.37
CC(C)=CC1=CN=C(N)S1
CC(C)=Cc1cnc(N)s1
false
CC(C)CC1CCC(C)C1
c1cscn1
154.238
45.8514
2.1485
3
1
20
38.91
CONC(=O)C1=CC=CS1
CONC(=O)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
157.194
38.7942
1.0393
3
1
17
38.33
CC=CCCONC(N)=S
CC=CCCONC(N)=S
true
CCCCCCCC(C)C
160.242
45.3041
0.7174
2
2
22
47.28
O=C1SC=C2OC3CC3N12
O=c1scc2n1C1CC1O2
false
CC1CCC2CC3CC3C12
O=c1scc2n1C1CC1O2
155.178
36.649
0.6156
4
0
15
31.23
CC1C(CC#C)N1C(N)=S
C#CCC1C(C)N1C(N)=S
false
CCCC1C(C)C1C(C)C
C1CN1
154.238
45.3244
0.326
1
1
20
29.03
[O-][N+](=O)C1=NSC(=N1)C#C
C#Cc1nc([N+](=O)[O-])ns1
false
CCC1CCC(C(C)C)C1
c1ncsn1
155.138
34.4984
0.4276
5
0
11
68.92
CC=CC1=C(C)SC(=O)O1
CC=Cc1oc(=O)sc1C
false
CCCC1CC(C)CC1C
O=c1occs1
156.206
42.3
2.04282
3
0
18
30.21
S=C1NCC=CCC2CN12
S=C1NCC=CCC2CN12
true
CC1CCCCCC2CC12
S=C1NCC=CCC2CN12
154.238
44.8517
0.505
1
1
20
15.04
O=S1(=O)CNC11CCNC1
O=S1(=O)CNC12CCNC2
false
CC1(C)CCC12CCCC2
O=S1(=O)CNC12CCNC2
162.214
37.1402
-1.3485
4
2
20
58.2
NC(=O)C1=CCCS1(=O)=O
NC(=O)C1=CCCS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)C=CCC1
161.182
35.6812
-0.8259
3
1
17
77.23
CN=C1OC(N)=CC(Cl)=C1
CN=c1cc(Cl)cc(N)o1
false
CCC1CC(C)CC(C)C1
N=c1cccco1
158.588
39.6174
1.0457
3
1
17
51.52
CC(C)(N)C1=CSNC1=O
CC(C)(N)c1cs[nH]c1=O
false
CC1CCCC1C(C)(C)C
O=c1ccs[nH]1
158.226
42.1531
0.6302
3
2
20
58.88
CC1CC(NN=C)S1(=O)=O
C=NNC1CC(C)S1(=O)=O
false
CCCC1CC(C)C1(C)C
O=S1(=O)CCC1
162.214
39.4715
-0.2753
4
1
20
58.53
NC1=NC=CC=C(Cl)C1=N
N=c1c(Cl)cccnc1N
false
CC1CCCCC(C)C1C
N=c1ccccnc1
155.588
39.5141
0.79667
3
2
16
62.76
C1COC(O1)C1=CC=NS1
c1cc(C2OCCO2)sn1
false
C1CCC(C2CCCC2)C1
c1cc(C2OCCO2)sn1
157.194
36.759
1.1885
4
0
17
31.35
CCN(N=CC)S(C)(=O)=O
CC=NN(CC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
164.23
41.3898
0.2736
3
0
22
49.74
CCN1C=C(O)C(Cl)=C1N
CCn1cc(O)c(Cl)c1N
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
160.604
41.1932
1.4492
3
2
19
51.18
O=C1CNCC2=C1C=NS2
O=C1CNCc2sncc21
false
CC1CCCC2CCCC12
O=C1CNCc2sncc21
154.194
38.1512
0.429
4
1
16
41.99
CC1(COC1)C1=NSN=N1
CC1(c2nnsn2)COC1
false
CC1(C2CCCC2)CCC1
C1OCC1c1nnsn1
157.198
35.875
0.221
5
0
17
47.9
CC1CCOCS(=O)(=O)N1
CC1CCOCS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
O=S1(=O)COCCCN1
165.214
36.9535
-0.3279
3
1
21
55.4
CNCC1=NN=C(S1)C=O
CNCc1nnc(C=O)s1
false
CCCC1CCC(CC)C1
c1nncs1
157.198
38.0602
0.07
5
1
17
54.88
CC1=CC(C)=C(S1)C=CO
Cc1cc(C)c(C=CO)s1
false
CCCC1CC(C)CC1C
c1ccsc1
154.234
45.4558
2.89364
2
1
20
20.23
CC1CCNC(=S)NNC1
CC1CCNC(=S)NNC1
true
CC1CCCC(C)CCC1
S=C1NCCCCNN1
159.258
45.5201
-0.0051
2
3
23
36.09
C=C1OS(=O)(=O)OC2CC12
C=C1OS(=O)(=O)OC2CC12
true
CC1CC(C)(C)CC2CC12
C=C1OS(=O)(=O)OC2CC12
162.166
32.1248
0.1802
4
0
16
52.6
NN1C=NCC2=C1C=CS2
NN1C=NCc2sccc21
false
CC1CCCC2CCCC12
C1=NCc2sccc2N1
153.21
43.1814
0.9701
4
1
17
41.62
C1CC=C(C1)C1=CN=NS1
C1=C(c2cnns2)CCC1
false
C1CCC(C2CCCC2)C1
C1=C(c2cnns2)CCC1
152.222
41.737
2.1054
3
0
18
25.78
N#CC1=C(N=CS1)C1CO1
N#Cc1scnc1C1CO1
false
CCC1CCCC1C1CC1
c1nc(C2CO2)cs1
152.178
35.522
1.08608
4
0
14
49.21
NN=C1CC=COS1(=O)=O
NN=C1CC=COS1(=O)=O
true
CCC1CCCCC1(C)C
N=C1CC=COS1(=O)=O
162.17
35.3842
-0.4776
5
1
16
81.75
CC1NC11CCCS1(=O)=O
CC1NC12CCCS2(=O)=O
false
CC1CC12CCCC2(C)C
O=S1(=O)CCCC12CN2
161.226
38.3495
-0.117
3
1
21
56.08
O=CC1=NC=C(S1)C1CO1
O=Cc1ncc(C2CO2)s1
false
CCC1CCC(C2CC2)C1
c1ncc(C2CO2)s1
155.178
36.1945
1.0269
4
0
15
42.49
NS(=O)(=O)CC1=CC=CN1
NS(=O)(=O)Cc1ccc[nH]1
false
CC(C)(C)CC1CCCC1
c1cc[nH]c1
160.198
37.6039
-0.1968
2
2
18
75.95
CC1CS(=O)(=O)N1C(C)=C
C=C(C)N1C(C)CS1(=O)=O
false
CC(C)C1C(C)CC1(C)C
O=S1(=O)CCN1
161.226
39.9018
0.5539
2
0
21
37.38
CC1=C(N=NS1)C(O)C#C
C#CC(O)c1nnsc1C
false
CCC(C)C1CCCC1C
c1csnn1
154.194
38.4388
0.51312
4
1
16
46.01
O=C1OC=C(S1)C1CCN1
O=c1occ(C2CCN2)s1
false
CC1CCC(C2CCC2)C1
O=c1occ(C2CCN2)s1
157.194
38.2157
0.7357
4
1
17
42.24
ClC1=C(NC=C1C#N)C#N
N#Cc1c[nH]c(C#N)c1Cl
false
CCC1CCC(CC)C1C
c1cc[nH]c1
151.556
35.2327
1.41146
2
1
12
63.37
CC(C)C1(C)COS1(=O)=O
CC(C)C1(C)COS1(=O)=O
true
CC(C)C1(C)CCC1(C)C
O=S1(=O)CCO1
164.226
38.1148
0.7611
3
0
22
43.37
OCCC(=C)C1=CSN=C1
C=C(CCO)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
155.222
42.8508
1.5387
3
1
19
33.12
C=CCNCC1=CN=CS1
C=CCNCc1cncs1
false
CCCCCC1CCCC1
c1cscn1
154.238
44.0177
1.4187
3
1
20
24.92
CC1C2N1C(=S)NCC2=O
CC1C2C(=O)CNC(=S)N12
false
CC1CCC(C)C2C(C)C12
O=C1CNC(=S)N2CC12
156.21
40.6967
-0.4837
2
1
18
32.11
CC(C)C1CNC(=S)N1O
CC(C)C1CNC(=S)N1O
true
CC(C)C1CCC(C)C1C
S=C1NCCN1
160.242
42.8522
0.5903
2
2
22
35.5
CC(C1CC1)C1=CN=NS1
CC(c1cnns1)C1CC1
false
CC(C1CCCC1)C1CC1
c1nnsc1CC1CC1
154.238
41.048
2.0516
3
0
20
25.78
NC1=CC2=C(S1)C(=O)OC2
Nc1cc2c(s1)C(=O)OC2
false
CC1CC2CCC(C)C2C1
O=C1OCc2ccsc21
155.178
37.8509
1.0007
4
1
15
52.32
CC1(C)C2CNS(=O)(=O)N12
CC1(C)C2CNS(=O)(=O)N21
false
CC1(C)CCC2C1C2(C)C
O=S1(=O)NCC2CN21
162.214
36.6285
-0.7028
2
1
20
49.18
O=S1(=O)CC(NC=C1)C#C
C#CC1CS(=O)(=O)C=CN1
false
CCC1CCCC(C)(C)C1
O=S1(=O)C=CNCC1
157.194
38.6835
-0.5226
3
1
17
46.17
CC1NS(=O)(=O)C1CC=C
C=CCC1C(C)NS1(=O)=O
false
CCCC1C(C)CC1(C)C
O=S1(=O)CCN1
161.226
40.1195
0.2526
2
1
21
46.17
CC1NC1C1=CC=C(C)S1
Cc1ccc(C2NC2C)s1
false
CC1CCC(C2CC2C)C1
c1csc(C2CN2)c1
153.25
44.3947
2.08932
2
1
21
21.94
CN(N)C(=S)NC1CCC1
CN(N)C(=S)NC1CCC1
true
CC(C)C(C)CC1CCC1
C1CCC1
159.258
45.3231
0.2189
2
2
23
41.29
CC1CC2=C(SC=C2)C=C1
CC1C=Cc2sccc2C1
false
CC1CCC2CCCC2C1
C1=Cc2sccc2CC1
150.246
46.221
2.9535
1
0
20
0
CC1(N)COC2=C1SN=N2
CC1(N)COc2nnsc21
false
CC1(C)CCC2CCCC21
C1Cc2snnc2O1
157.198
36.9434
0.1044
5
1
17
61.03
O=C1C=CC2(CC2)S1(=O)=O
O=C1C=CC2(CC2)S1(=O)=O
true
CC1CCC2(CC2)C1(C)C
O=C1C=CC2(CC2)S1(=O)=O
158.178
35.0318
0.0302
3
0
16
51.21
C=CC1CC(=C)S(=O)(=O)N1
C=CC1CC(=C)S(=O)(=O)N1
true
CCC1CC(C)C(C)(C)C1
C=C1CCNS1(=O)=O
159.21
39.7975
0.3778
2
1
19
46.17
NC1C(O)CC2=C1C=CS2
NC1c2ccsc2CC1O
false
CC1CC2CCCC2C1C
c1cc2c(s1)CCC2
155.222
40.9582
0.6649
3
2
19
46.25
COCC1=CS(=O)(=O)C=N1
COCC1=CS(=O)(=O)C=N1
true
CCCC1CCC(C)(C)C1
O=S1(=O)C=CN=C1
161.182
37.3708
-0.0691
4
0
17
55.73
CC1CC2=C(N)C(=O)SN12
CC1Cc2c(N)c(=O)sn21
false
CC1CC2C(C)CC2C1C
O=c1cc2n(s1)CC2
156.21
41.4064
0.6091
4
1
18
48.02
C1CON=C2SC=CN2C1
C1=CN2CCCON=C2S1
false
C1CCC2CCCC2CC1
C1=CN2CCCON=C2S1
156.21
41.441
1.1977
4
0
18
24.83
O=CC1=CN2N=CSC2=C1
O=Cc1cc2scnn2c1
false
CCC1CC2CCCC2C1
c1cc2scnn2c1
152.178
38.4565
1.2083
4
0
14
34.37
C#CC1=CC(=CS1)N1CC1
C#Cc1cc(N2CC2)cs1
false
CCC1CCC(C2CC2)C1
c1cc(N2CC2)cs1
149.218
44.467
1.5494
2
0
17
3.01
CC1=CC(Cl)=CC(=N)N=C1
Cc1cnc(=N)cc(Cl)c1
false
CC1CCC(C)CC(C)C1
N=c1cccccn1
154.6
39.8387
1.52289
2
1
17
36.74
CCC(NC(N)=S)C(C)C
CCC(NC(N)=S)C(C)C
true
CCC(CC(C)C)C(C)C
160.286
48.8381
1.2542
1
2
26
38.05
N=CNC1COCS1(=O)=O
N=CNC1COCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCOC1
164.186
35.4462
-1.08833
4
2
18
79.25
C=CCNN1N=CSC1=O
C=CCNn1ncsc1=O
false
CCCCC1CCCC1C
O=c1[nH]ncs1
157.198
40.7987
0.0343
5
1
17
46.92
O=CC1CC=NNC(=S)N1
O=CC1CC=NNC(=S)N1
true
CCC1CCCCC(C)C1
S=C1NCCC=NN1
157.198
41.8304
-0.5925
3
2
17
53.49
NC1=CSC=C1C(O)C=O
Nc1cscc1C(O)C=O
false
CCC(C)C1CCCC1C
c1ccsc1
157.194
39.7552
0.5626
4
2
17
63.32
CN1CC1C1=NNC(=O)S1
CN1CC1c1n[nH]c(=O)s1
false
CC1CCC(C2CC2C)C1
O=c1[nH]nc(C2CN2)s1
157.198
38.1057
-0.1821
4
1
17
48.76
C1CC1C#CC1=NN=NS1
C(#CC1CC1)c1nnns1
false
C1CCC(CCC2CC2)C1
C(#CC1CC1)c1nnns1
151.194
37.306
0.6946
4
0
15
38.67
CCS(=O)(=O)CN(C)N=C
C=NN(C)CS(=O)(=O)CC
false
CCC(C)CC(C)(C)CC
164.23
41.6398
-0.074
4
0
22
49.74
NS(=O)(=O)C1(CCN1)C=O
NS(=O)(=O)C1(C=O)CCN1
false
CCC1(C(C)(C)C)CCC1
C1CNC1
164.186
34.5219
-1.8366
4
2
18
89.26
CC1=C(C2CN2)C(=O)SN1
Cc1[nH]sc(=O)c1C1CN1
false
CC1CCC(C)C1C1CC1
O=c1s[nH]cc1C1CN1
156.21
40.4204
0.38912
3
2
18
54.8
OC12CCC(C1)CS2(=O)=O
O=S1(=O)CC2CCC1(O)C2
false
CC1(C)CC2CCC1(C)C2
O=S1(=O)CC2CCC1C2
162.21
36.0776
-0.0965
3
1
20
54.37
O=C1NCC1C1=CSC=N1
O=C1NCC1c1cscn1
false
CC1CCC1C1CCCC1
O=C1NCC1c1cscn1
154.194
37.8647
0.3565
3
1
16
41.99
NCC1ONC(=S)N2CC12
NCC1ONC(=S)N2CC12
true
CCC1CCC(C)C2CC12
S=C1NOCC2CN12
159.214
40.1551
-1.1824
3
2
19
50.29
CC=CC(=NN)S(N)(=O)=O
CC=CC(=NN)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
163.202
39.5436
-0.8768
4
2
19
98.54